Page last updated: 2024-12-11

diphenylhexatriene

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

Diphenylhexatriene: A fluorescent compound that emits light only in specific configurations in certain lipid media. It is used as a tool in the study of membrane lipids. [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID5376733
CHEBI ID51594
MeSH IDM0006517

Synonyms (37)

Synonym
diphenylhexatriene
1,6-diphenylhexatriene
1,6-diphenylhexa-1,3,5-triene
nsc 90479
einecs 217-011-3
LS-14625
1,6-diphenyl-1,3,5-hexatriene
1,1'-(1e,3e,5e)-hexa-1,3,5-triene-1,6-diyldibenzene
CHEBI:51594
all-trans-1,6-diphenyl-1,3,5-hexatriene
benzene, 1,1'-(1,3,5-hexatriene-1,6-diyl)bis-
1,3,5-hexatriene, 1,6-diphenyl-
[(1e,3e,5e)-6-phenyl-1,3,5-hexatrienyl]benzene
1,6-diphenyl-1,3,5-hexa-triene
[(1e,3e,5e)-6-phenylhexa-1,3,5-trienyl]benzene
1,6-diphenyl-1,3,5-hexatriene, 98%
dicinnamyl
AKOS015903834
BOBLSBAZCVBABY-WPWUJOAOSA-N
(6-phenyl-1,3,5-hexatrienyl)benzene
dph (dye)
a,w-diphenylhexatriene
mfcd00004793
z428qk7rte ,
unii-z428qk7rte
diphenylhexatriene, all-trans
alpha,omega-diphenylhexatriene
1,6-diphenyl-1,3,5-hexatriene, all-trans-
e,e,e-1,6-diphenylhexatriene
e,e,e-1,6-diphenyl-1,3,5-hexatriene
.alpha.,.omega.-diphenylhexatriene
Q955946
[(1e,3e,5e)-6-phenylhexa-1,3,5-trien-1-yl]benzene
CS-W014683
HY-W013967
DTXSID401336583
PD069837

Research Excerpts

Overview

Diphenylhexatriene anisotropy is a good reporter of global membrane order.

ExcerptReferenceRelevance
"Diphenylhexatriene anisotropy is a good reporter of global membrane order."( Gel domains in the plasma membrane of Saccharomyces cerevisiae: highly ordered, ergosterol-free, and sphingolipid-enriched lipid rafts.
Antunes, F; Aresta-Branco, F; Cordeiro, AM; Cyrne, L; de Almeida, RF; Marinho, HS, 2011
)
1.09

Toxicity

ExcerptReferenceRelevance
" Because the regulation of the lipid composition of the membrane is a common strategy in response to adverse growth conditions, we studied the effects of DDE on the lipid composition and the consequent alterations of membrane physical properties in comparison to the parental compound DDT."( Membrane lipid composition of Bacillus stearothermophilus as affected by lipophilic environmental pollutants: an approach to membrane toxicity assessment.
Antunes-Madeira, MC; Donato, MM; Jurado, AS; Madeira, VM, 2000
)
0.31

Bioavailability

ExcerptReferenceRelevance
" These results were compared to the previously reported effectiveness of the acylcarnitines as absorption enhancers of the poorly absorbed antibiotic cefoxitin."( Relationship between drug absorption enhancing activity and membrane perturbing effects of acylcarnitines.
Appel, LE; LeCluyse, EL; Sutton, SC, 1991
)
0.28

Dosage Studied

ExcerptRelevanceReference
" Using this approach we present here kinetic and dose-response data, which give evidence that the plasma membrane flow is enhanced in bone marrow macrophages from various mouse strains, upon in vitro activation with gamma interferon (IFN-gamma) or bacterial lipopolysaccharide (LPS), within physiological dose ranges."( The plasma-membrane internalization and recycling is enhanced in macrophages upon activation with gamma-interferon and lipopolysaccharide; a study using the fluorescent probe trimethylaminodiphenylhexatriene.
Glasser, N; Illinger, D; Kuhry, JG; Modollel, M; Poindron, P, 1990
)
0.47
" The incorporation of alpha-tocopherol was achieved by oral administration of alpha-tocopherol-nicotinate for one month with dosage of 400 mg/day."( Effects of alpha-tocopherol-nicotinate administration on the microdynamics of phospholipids of erythrocyte membranes in human subjects.
Araiso, T; Koyama, T, 1988
)
0.27
" This dosage schedule has been shown to produce significant behavioral and ponderal teratogenicity."( Effects of short-term prenatal alcohol exposure on neuronal membrane order in rats.
Hitzemann, R; Rauch, S; Vorhees, CV, 1988
)
0.27
" Since concentrations which suppress the lymphocyte mitogen dose-response are much greater than the Kd for the binding site, it may be suggested that the suppression of the mitogen dose-response is a result of nonspecific effects of propranolol."( Use of fluorescent probes to monitor propranolol effects on the murine splenic lymphocyte.
Audus, KL; Gordon, MA; Johnson, DL,
)
0.13
" We conclude that adult and erythrocyte ghosts differed for the lipid composition, for the dependence of r on T (for DPH) and for the effects of ethanol dosing on these parameters."( The effect of maternal ethanol intoxication on erythrocyte ghost fluidity in new-born rat pups.
Arienti, G; Battistoni, F; Carlini, E; Cosmi, EV; Di Renzo, GC; Reboldi, GP, 1994
)
0.29
" DPH, Nile Red, and BODIPY 493/503 were compared as assay reagents in oleic acid dose-response experiments."( High-content imaging of neutral lipid droplets with 1,6-diphenylhexatriene.
Gabrielli, BG; Gonda, TJ; Ranall, MV, 2011
)
0.62
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (1)

RoleDescription
fluorochromeA fluorescent dye used to stain biological specimens.
[role information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Drug Classes (1)

ClassDescription
alkatrieneAcyclic branched or unbranched hydrocarbons having three carbon-carbon double bonds.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Research

Studies (965)

TimeframeStudies, This Drug (%)All Drugs %
pre-1990357 (36.99)18.7374
1990's355 (36.79)18.2507
2000's155 (16.06)29.6817
2010's91 (9.43)24.3611
2020's7 (0.73)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 25.00

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be moderate demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index25.00 (24.57)
Research Supply Index6.92 (2.92)
Research Growth Index4.30 (4.65)
Search Engine Demand Index31.18 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (25.00)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials1 (0.10%)5.53%
Reviews8 (0.79%)6.00%
Case Studies2 (0.20%)4.05%
Observational0 (0.00%)0.25%
Other996 (98.91%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]